Dog Boarding Windham
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 241 pet parents in Windham have booked dog boarding
Windham, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Frankenstein and Nova spent 2days / 1 night at Bob's. They felt comfortable in the home right away, and were well taken care of. We will definitely leave the pups again.”
“Jane is an amazing doggie caregiver. She clearly adores the canines and is kind and gentle with them. Her home is clean and set up to accommodate her guests. Her communication is prompt and she keeps You in the loop with pictures and videos. We are so glad we found Jane and will use her again.”
“My dog had a great time with Jennifer, Thomas and their kids. They’ shared photos of her getting petted on the couch and going on walks. She was exhausted when she came home after having had a very fun day with this lovely family.”
“Deanne and Garrett did a great job and we’d happily use them again anytime. Our dog isn’t the easiest but I could quickly tell that they appreciated the individual she is and would do a wonderful job keeping her happy and safe.”
“Candice was absolutely wonderful!!!!!!!! This was my first time leaving my baby boy with anyone! I was kept updated with messages and pics. Would definitely recommend and/or book with Candice again.”
“My dog was in good spirits when I picked her up after staying with Cipriana . I appreciated the photos she sent of Abby cuddling on the couch! I will definitely use Cipriana’s services again in the future.”
“Sean was so great with our dog. He proactively messaged us each day and gave us updates on how our dog was doing. Our dog came back well rested and happy. We will definitely be using him again!”
“Nicole was fantastic—very communicative when booking and took the time to show me around and answer all my questions when I was dropping Harper off. She also stayed in touch regularly and sent lots of photos. Harper had a great time and would love to stay with her again. I would highly recommend Nicole!”
“Kayte was amazing!!! My dog has anxiety, but he felt right at home with Kayte. They even went on a 5-mile walk that I’ll now have to live up to haha. She sent pics daily and Onyx always looked so happy and safe. I’ll definitely be using Kayte again!!!”
“Jessica took very good care of our pup for our 2 week+ vacation. She sent great photos everyday, took him on nice walks, and is very responsive. We hope that we have the opportunity to use her for any future trips. We highly recommend her.”
About: I’ve grown up with Chinchillas, Cats, Dogs, Ducks, Chickens, & Reptiles. My Fiancé & I currently have 3 Cats (they love dogs- but if any issues - can be kept separate in their cat room to create a more comfortable stay for any pet that doesn’t like cats), between me & my partner- someone is always home to give attention to & play with pets. (Aside from when we go to the store or doctors appointments). Your pets will get the best care!!! Someone will always be home with your pets, either I am home or when I’m at work my fiancé Deanne is home & is also a huge animal lover. The only times someone isn’t home is when we’re grocery shopping or at an appointment. We have the rail trail right in our backyard that goes for miles- it’s a great trail to take dog walks on! We usually do that or use tie outs or the dogs leashes in our yard since we don’t have a fenced in yard, but your pets are never left unattended on the tie-outs, someone will be outside with them at all times
“Simon watched our little pup while we went away for the weekend. The two of them became fast buddies and we were grateful to know our little guy was with someone he was so comfortable with.”
“We have boarded our dog with Amy and Chris for a few days when traveling. It was our dog’s first boarding experience and everything went very well. Both Chris and Amy were very attentive and understanding. Alta even got a playdate! Communication was quick and easy. Thank you again!”
“Kristen was so wonderful to our 14-year old Yorkie. She treated him as her own and he got to spend time running with her fur babies. Tripper was loving all the space to run and explore. We were traveling from out of town and I was so nervous to leave him but she was so reassuring, kind, considerate and sent pics all weekend which allowed us to enjoy watching our son play in Cooperstown knowing out Tripper was in the best hands. Highly recommend her and Mark.”
“I was beyond satisfied with my experience boarding with Aaron and Sarah. Aaron was so nice and made us feel comfortable leaving our baby with him. Will definitely book again!”
About: Now that I have graduated college and I am living back home! I have a lot of time to do one of my favorite things which is to care for animals! I have experience rescuing dogs and giving them loving homes. In the past I have trained with a dog trainer to get a better sense on how to better work with dogs. I am an early bird, I usually start my days at 5:30! I make sure to get some exercise and take a morning walks. I have a very strong ritual of waking up early and being active. I usually take the afternoons to read and prepare my applications for JD/PHD programs. In between these two things in my schedule, I have a lot of free time that I would love to spend with your pets! I also do not mind traveling to different boroughs if needed!! In my own home, I have a very large living room space, which gives pets spaces to stretch, lay out, play and or explore. In clients home I always make sure to know what boundaries/ areas are off limits for the pets and respect that.
“Jennifer was absolutely fantastic! Great communication throughout, sent pictures and a little summary every day. Definitely the most comfortable I’ve ever felt leaving our dog with someone for a longer period of time.”
The median cost per night for dog boarding in Windham is $65
Dog parents share their Rover experiences - Windham
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How Rover works
1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Windham sitters!Sitters in Windham average 11 repeat dog boarding clients
FAQs for Dog Boarding - Windham
Frequently asked questions about Rover
The average cost for Dog Boarding in Windham on Rover is $37.45 per night (as of June 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .
As of June 2026, there are 119 sitters on Rover offering Dog Boarding across Windham. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
100% of Windham sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Windham landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Windham home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Windham.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Windham sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in NY ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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